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The Practical Synthesis of a Novel and Highly Potent Analogue of Bryostatin

Macrocycle 1 is a new highly potent analogue of bryostatin 1, a promising anti-cancer agent currently in human clinical trials. In vitro, 1 displays picomolar affinity for PKC and exhibits over 100-fold greater potency than bryostatin 1 when tested against various human cancer cell lines. Macrocycle...

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Published in:	Journal of the American Chemical Society 2002-11, Vol.124 (46), p.13648-13649
Main Authors:	Wender, Paul A, Baryza, Jeremy L, Bennett, Chad E, Bi, F. Christopher, Brenner, Stacey E, Clarke, Michael O, Horan, Joshua C, Kan, Cindy, Lacôte, Emmanuel, Lippa, Blaise, Nell, Peter G, Turner, Tim M
Format:	Article
Language:	English
Subjects:	Antineoplastic agents Antineoplastic Agents - chemical synthesis Antineoplastic Agents - metabolism Antineoplastic Agents - pharmacology Biological and medical sciences Bryostatins Chemistry Drug Screening Assays, Antitumor Exact sciences and technology General aspects Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Humans Lactones - chemical synthesis Lactones - metabolism Lactones - pharmacology Macrolides Medical sciences Organic chemistry Pharmacology. Drug treatments Preparations and properties Protein Kinase C - metabolism Tumor Cells, Cultured
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creator	Wender, Paul A Baryza, Jeremy L Bennett, Chad E Bi, F. Christopher Brenner, Stacey E Clarke, Michael O Horan, Joshua C Kan, Cindy Lacôte, Emmanuel Lippa, Blaise Nell, Peter G Turner, Tim M
description	Macrocycle 1 is a new highly potent analogue of bryostatin 1, a promising anti-cancer agent currently in human clinical trials. In vitro, 1 displays picomolar affinity for PKC and exhibits over 100-fold greater potency than bryostatin 1 when tested against various human cancer cell lines. Macrocycle 1 can be generated in clinically required amounts by chemical synthesis in only 19 steps (LLS) and represents a new clinical lead for the treatment of cancer.
doi_str_mv	10.1021/ja027509+
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subjects	Antineoplastic agents Antineoplastic Agents - chemical synthesis Antineoplastic Agents - metabolism Antineoplastic Agents - pharmacology Biological and medical sciences Bryostatins Chemistry Drug Screening Assays, Antitumor Exact sciences and technology General aspects Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Humans Lactones - chemical synthesis Lactones - metabolism Lactones - pharmacology Macrolides Medical sciences Organic chemistry Pharmacology. Drug treatments Preparations and properties Protein Kinase C - metabolism Tumor Cells, Cultured
title	The Practical Synthesis of a Novel and Highly Potent Analogue of Bryostatin
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